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Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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66 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 0509166 Hollow Farm Road Woodstock VT 05091
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  • $3,100,000List Price
  • 5Bedrooms
  • 6Bathrooms
  • 4,843Square Feet
CURTIS HOLLOW FARM- Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead-with its native timbers and stone fireplace-creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House-a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.
Listed by David Donegan of Snyder Donegan Real Estate Group

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More Info

Parking

  • Parking Spaces1.00
  • GarageYes

Building

  • Year Built1988
  • Building ConstructionPost and Beam, Wood Frame, Clapboard Exterior
  • Property StyleNew Englander
  • Bedrooms5
  • Bathroom6
  • Square Feet4,843

Interior

  • Stories3.5

Utilities

  • Heat SystemOil, Baseboard

Rooms

  • Full Bath2

Location

  • Building Number66
  • StreetHollow Farm Road
  • TownWoodstock
  • StateVT
  • Zip05091
  • CountyWindsor
  • Elementary SchoolWoodstock Elementary School
  • Junior HighWoodstock Union Middle Sch
  • High SchoolWoodstock Senior UHSD #4
  • Address66 Hollow Farm Road

Amenities

  • AmenitiesWood Stove
  • PricePerSqFt640.10

Basic Information

  • MLS Number5091062
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$3,100,000
  • Broker NameSnyder Donegan Real Estate Group

Property

  • Acreage105.10
  • Lot DescriptionCountry Setting, Horse/Animal Farm, Field/Pasture, Landscaped, Level, Recreational, Sloping, Stream, Trail/Near Trail, View, Walking Trails, Water View, Wetlands, Wooded, Adjoins St/Nat'l Forest, Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Ne
  • AreaVT-Windsor

Other

  • SeasonalNo
  • Date Listed05/27/2026
Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 10:40 AM EDT

 

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